Dyestuff of the triphenylmethane series and process of making same.



hurra enemas Parana erieica AUGUST STOCK AND FRIEDRICH HEM, E HfiCHST-GN-THE-MAIN, GERMANY, ASSIGN- OBS T0 FABBWERKE VORIM. MEISTER LUCIUS & BEJfi'NING, OE- H@CEST-GN-THE- MAIN, GERMANY, A CORPORATION OF GEM'IANY.

DYESTUFF OF THE TRIPTIENYLMETHANE SERIES AND PROCESS OF IEAKING SAME.

No Drawing.

Be it known that we, AUGUST S'rooK,

Ph. D., chemist, and FRIEDRICH HEIM,

Ph, D., chemist, Citizens of the Empire of Germany, residing at Htichst-on-the-Main, Germany, have invented certain new and useful Improvements in Dyestuffs of the Triphenylmethane Series and Processes of Making Same, of which the following is a specification.

-Inour U. S. patent application Ser. No. 562,977,'filed on the 23rd of May, 1910, is described the manufacture of violet to blue dyestufis, capable of being subsequently chromed, by heating with an aromatic base a coloring matter obtained in the usual man ner from para-chlono-benzaldehyde and an ortho-oXyaryl-carboxylic acid.

According to our present invention there is substituted for the aforesaid coloring matter obtained in the usual manner from parachloroben-zaldehyde and an aromatic oxycarboxylic acid, one made in'like manner from a substitution-product of parachlorobenzaldehyde, or from another parahalogenbenzaldehyde or substitution-product thereof. The dyestufls thus obtained, which contain a residueof alphylamin instead of the halogen atom in the para position, are, on being dried and pulverized in the form of their sodium salts, dark powders, soluble in diluted caustic soda-lye with a violet color, in concentrated sulfuric acid with a reddishyellow color, and dye wool in an acid bath violet gray tints; by subsequent treatment with a bichromate and acid, violet to blue dyeings of great fastness are obtained, which are distinguished from the dyeings obtainable by the halogenized dyestuifs described in the above-mentioned specification, chiefly by greater fastness to alkalis. They have the generic formula:

R-NHR|-C= 0 coon nitrogen-atom may be substituted.

Specification of Letters Patent.

Patented @eh 2%, Fit-a512,

Application filed August 24:, 1810. Serial No. 578,643.

Example The dyestuif obtained from i :6- dichloro-3-toluyl-aldehyde and ortho-cresotlnic acid is heated with five times its weight of anilin andone part of anilin hydrochiorid for three hours to 100 (1' The product of the reaction is then poured on diluted hydrochloric acid and the precipitated dyestufi separated from the liquids -by filtration.

Having now described our invention, what we claim is:

1. The process of making violet to blue dyestuffs of the triphenylmethane series, capable of being subsequently chromed, which consists in condensing a substitution-product of a para-halogenbenzaldehyde and ortho oxy-aryl-carboxylic acid, oxidizing the prod. uct thus obtained, and finally heating the product of the reaction. with an aromatic base.

2. As new products, the dyestuifs of the coon H wherein R stands for an aryl residue and R, for a substituted aryl residue, and wherein hydrogen atoms of the other benzene nuclei and the hydrogen atom at the nitrogen atom may be substituted; which dyest'ufi's are, after being driedand pulverized in the form of their sodiumsalts, dark powders, soluble with a violet color in diluted caustic soda lye, also soluble in concentrated sulfuric acid with a reddish-yellow color, and dyeing wool in an acid bath violet-gray tints which on being treated with a bichromate and acid turn into brightwiolet to blue tints of great fastness to milling.

3. As a new product, the dyestufi' of the formula "(*r ied. in the form of its sodium salt, a powder, soluble with a violet color in cd caustic soda lye, also soluble in conccnti'cicd sulfuric acid with a reddish-yel- 10W color, and dyeing W001 in an acid bath violct-gray tints which on being treated with a bichmmate and acid turn into a bright blue tint of great fastness to milling.

AUGUST STOCK. FRIEDRICH HEIM.

Witnesses:

JEAN GRUND, CARL GRUND. 

